Role Call: Sean Penn

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Credit: Fast Times at Ridgemont High: Everett Collection

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Credit: Bad Boys: Everett Collection

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Credit: The Falcon and the Snowman: Everett Collection

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Credit: Shanghair Surprise: Everett Collection

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Credit: State of Grace: Everett Collection

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Credit: Carlito's Way: Everett Collection

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38. DEAD MAN WALKING (1995) SUBJECT: Sister Helen Prejean

Credit: Dead Man Walking: Kobal Collection

Prejean became a leading advocate against the death penalty after counseling a condemned Louisiana murderer (Sean Penn) in the final days before his 1984 execution. Susan Sarandon personifies Prejean's bottomless empathy, befriending the belligerent convict and ultimately prying an admission of guilt from him that eases his pain. —Jeff Labrecque

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Credit: Sweet and Lowdown: Kobal Collection

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Credit: Mystic River: Kobal Collection

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Credit: All the King's Men: Kerry Hayes

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Role Call: Sean Penn

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38. DEAD MAN WALKING (1995) SUBJECT: Sister Helen Prejean

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38. DEAD MAN WALKING (1995) SUBJECT: Sister Helen Prejean

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